Fitness-friendly vacation rentals in Assateague Island

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Assateague Island

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Smith Island

4.96 out of 5 average rating, 23 reviews

Come enjoy Summer on Smith Island at the HH Ranch

Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. Comfortable family room with seating for 5. Updated enclosed patio is ideal in the summer. Large kitchen fully stocked to cook your meals. New front deck. Large bathroom with dual rainhead shower. Easy access to the water. Bikes and SUP available in the shed. Kayaks are covered outside by shed. Island is only accessible by boat. Enjoy the tranquility of this unique place.

Top guest favorite

The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.

Condo in Ocean City

4.99 out of 5 average rating, 138 reviews

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

Guest favorite

A spacious living area is highlighted by floor-to-ceiling glass doors that open to a private oceanfront balcony. Sea and beach views are visible beyond the sliding doors, complemented by a plush couch and a soft area rug. Two chairs invite relaxation on the balcony.

Condo in Ocean City

4.92 out of 5 average rating, 106 reviews

Direct Ocean Front 1BR Condo indoor/outdoor pools

Relax in the beautiful modern property right on Ocean City Beach! Welcome and relax with your loved one or the whole family at this peaceful and stylish place at the beach-lover's paradise resort-Golden Sands! You can watch the waves crash on the beach while you make a meal in the spacious kitchen, relax on the couch, or enjoying the view from the balcony. Enjoy a comfortable and luxurious beachfront stay in this direct oceanfront 1BR/1BA condo, fully equipped with everything you need.

Superhost

An aerial view of a marina with multiple boats docked along a well-maintained pathway. The surrounding residential community and parking area are visible, as sunlight reflects off the peaceful water, highlighting the scenic environment.

Townhouse in Ocean Pines

4.88 out of 5 average rating, 104 reviews

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets may apply.

Guest favorite

Expansive ocean views are captured from the 18th floor, showcasing the glimmering water and sandy beach below. Gentle waves reflect sunlight, while the horizon blends seamlessly with the sky, creating a serene coastal panorama.

Condo in Ocean City

4.86 out of 5 average rating, 77 reviews

Golden Sands Direct Beachfront/Oceanfront!

Stunning direct beachfront views from this 18th floor condo with two bedrooms and two bathrooms. The master bedroom has a full oceanfront view. Brand new renovations, new bathrooms, floors, furniture! Condo has beach front outdoor pool, indoor pool on top level, with arcade, ping pong and billiards room, well-equipped exercise room, Tiki bar with food,ice cream shop, volleyball net, tennis courts, shuffleboard, cornhole, furnished beachfront outdoor deck, private beach!!

Guest favorite

A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.

Condo in Ocean City

4.87 out of 5 average rating, 133 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

Guest favorite

The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.

Condo in Ocean City

4.94 out of 5 average rating, 331 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Guest favorite

The living room features a large window providing stunning ocean views. Two turquoise chairs and a comfortable blue sofa are arranged around a wooden coffee table. A patterned rug adds visual interest to the space, while a flat-screen television is mounted on the wall.

Condo in Ocean City

4.93 out of 5 average rating, 153 reviews

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

Wake up to breathtaking ocean views at Driftwood, a beautifully remodeled 2BR/1.5BA oceanfront condo in the amenity-rich Golden Sands Resort! Sleeps 6 with 2 queen beds + queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, volleyball, huge sun deck, and seasonal tiki bar. Steps to the sand and close to Northside Park, top restaurants, and the iconic Ocean City Boardwalk!

Top guest favorite

A wooden walkway lined with lush greenery leads toward a tranquil water view, framed by trees. The sky is painted with hues of orange and pink, suggesting a beautiful sunset. A sign indicates safety regulations, enhancing awareness of the natural surroundings.

Townhouse in Selbyville

5 out of 5 average rating, 59 reviews

‘Dockside Retreat’ -pool, minutes to OC/beaches

Escape to Dockside Retreat in Bayville Shores, a private community on the scenic Little Assawoman Bay. Start your mornings with beautiful views, unwind with community amenities, or head out for adventure. Splash at Thunder Lagoon, race at Viking Go-Karts, or shop and dine by the coast. Beaches are just minutes away—Fenwick Island (2.5 mi), State Line (2.7 mi), Bethany (4.5 mi), and Ocean City (6.1 mi). The perfect blend of relaxation and fun awaits!

Guest favorite

A two-story farmhouse features a welcoming porch and elegant landscaping, including trimmed bushes and a stone pathway. The exterior showcases a mix of wood and shingle siding, with large windows reflecting the greenery surrounding the property. A well-maintained lawn is visible in the foreground.

Home in Fruitland

4.97 out of 5 average rating, 127 reviews

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

Guest favorite

A bright living area features large glass doors leading to a private balcony with ocean views. The space includes a light-colored sectional sofa and a white coffee table, complemented by decorative wall art and a floor lamp. Light streams in, enhancing the airy atmosphere.

Condo in Ocean City

4.9 out of 5 average rating, 60 reviews

Massive Discounts | July 26th – 30

This condo is on the 18th floor of the Carousel and the views cannot be beat! There are two private balconies, a beautiful fully renovated 2 bed, 2 bath unit that comfortably sleeps 6 adults, but can fit up to 4 adults and 4 children.There is a $50CASH-ONLY non-refundable charge for parking, Carousel's amenities, and condo access card that is paid in person to the business office at the Carousel. This unit sells out quickly, book today!

Guest favorite

A welcoming living room features a light-colored sectional sofa and two accent chairs. Natural light fills the space through several windows, illuminating a decorative rug. A wooden cabinet and wall decor complement the modern design, creating a comfortable area for relaxation.

Home in Berlin

4.95 out of 5 average rating, 20 reviews

Serene Family Getaway | OC & Assateague Adventures

Coastal fun awaits! This 4BR, 2 full 2 half bathroom townhome in The Landings at Bayside is minutes from Ocean City, Assateague, and downtown Berlin. Enjoy pools, a playground, sports courts, crabbing pier, and kayak launch. Bikes, beach gear, and surf spots nearby—plus local favorites like Sinepuxent Brewery and the Assateague Island Surf Shop. Perfect for families, friends, and adventure seekers! EV charger in garage.